Vacation rentals with a pool in Middlesex County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Middlesex County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

An indoor heated saltwater pool is featured in a bright room with natural light streaming through skylights. The pool's clear water reflects playful patterns on the ceiling. Comfortable seating, including a hammock and lounge chairs, is arranged around the pool area.

Home in Aylmer

4.87 out of 5 average rating, 103 reviews

Indoor pool, hottub & video game room, near beach

Make some memories in our quaint town and stay at our unique family-friendly home with a private indoor heated salt water pool & hottub in the basement. The pool room has a TV, air hockey table, Foosball and basketball game. The fourth bedroom doubles as a board and Video games room/gym and there is a hockey training center on the garage. The fenced backyard has a deck, propane BBQ and seating area, movie screen & projector, trampoline and fire pit (firewood provided). Fun for the whole family!

Guest favorite

Home in London

4.96 out of 5 average rating, 27 reviews

BlissPoint Sanctuary

Experience a blend of home comfort & hotel luxury. Blisspoint Sanctuary is ideal for all seeking respite & relaxation; travelling professionals, families on vacation. 3 inviting BR incl a King Size master with luxurious ensuite. Full kitchen, theatre-like lounge with recliners & giant screen TV. Secondary lounge boasting a piano, 3-seater recliner & curve TV. Outdoor kitchen provides gas/charcoal BBQ options. Relax in the Heated pool on water hammocks or engage in a fun game of Pool basketball.

Guest favorite

An Olympic-sized pool features a clear blue surface, surrounded by a stone patio. Several lounge chairs are situated nearby, providing comfortable seating options. Lush greenery from trees and shrubs creates a private atmosphere in the background.

Home in London

4.96 out of 5 average rating, 46 reviews

5BR Lxry Retreat: HTD SALT Pool,HotTub,Sauna &More

Welcome to an unparalleled luxury retreat—a 3,800 sq. ft. masterpiece designed for those who appreciate the finest in life. This estate sleeps 16 comfortably, featuring exquisite furnishings, 5 bedrooms, 4 bathrooms, an indoor sauna, oversized hot tub, Olympic pool, heated floors, 2 fireplaces, 2 gourmet kitchens. Located near Boler Mountain, Budweiser Gardens, Storybook Gardens, Museum London 7 min drive to downtown. it’s the ideal destination for an extraordinary luxury getaway in London.

Top guest favorite

An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.

Tiny home in London

4.97 out of 5 average rating, 151 reviews

Newly Built Cabana Home! Pool + Hot Tub!

Enjoy an enchanting stay in this newly built cabana tiny home. Everything is freshly constructed and designed to ensure you relax and unwind. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a quick 15-20 minute drive.

Top guest favorite

A modern open-concept kitchen and living space features stainless steel appliances and white cabinetry. Light wood flooring creates warmth throughout. The dining area includes a wooden table and stylish chairs, while the living area is accented with a yellow armchair and colorful decorative pillows.

Cottage in Port Stanley

5 out of 5 average rating, 51 reviews

Golden Days - vibrant beach house minutes to lake

Welcome to Golden Days Beach House - a vibrant getaway located just steps away from beautiful Lake Erie! This 2-bed, 2-bath beach house is the perfect place for a peaceful & memorable getaway. Enjoy a weekend spent at the beach and indulge in the local charm of Port Stanley with a variety of activities, restaurants, beautiful views, shops and more just a short walk away! Enhance your stay by opting into shared amenities, including pool, fitness & clubhouse access. Paperwork required.

Top guest favorite

A private pool area features a spacious swimming pool surrounded by a stone patio. A shaded gazebo provides seating, while a BBQ grill is nearby. The backdrop includes a two-story home and a wooden fence, creating a relaxing outdoor space.

Home in London

5 out of 5 average rating, 30 reviews

Pool, Game Room, BBQ, Sleeps 8

Spacious and versatile, this home is perfect for families with kids, groups of friends, work retreats, or business travelers and all those alike. Enjoy oversized bedrooms, a cozy loft, and a fully equipped kitchen for home-cooked meals. The game room features a ping pong table, basketball arcade, and a dedicated workspace or unwind outside by the large private pool, with pool toy, fire up the BBQ, and relax under the shaded patio with plenty of seating. See below for more details!

Guest favorite

A landscaped outdoor area features a large, inviting pool with clear blue water. A shaded gazebo is positioned nearby, furnished with seating. Surrounding the pool are lounge chairs, offering a comfortable space for relaxation amidst vibrant greenery.

Guest suite in St. Thomas

4.94 out of 5 average rating, 54 reviews

The Glenholm

Built in 1830, "The Glenholm" is one of the oldest homes in the St. Thomas area. This beautiful property is a quick 15-20 minute drive to London and the 401 or Port Stanley. Newly decorated, this space boasts exposed beams in the kitchen, spacious rooms, a quiet setting, a private entrance, beautifully landscaped gardens, and free parking. Whether you need a comfortable place to stay while working in the area or just want to get away to re-charge, we would love to have you.

Guest favorite

A well-lit backyard features an inviting in-ground pool, surrounded by landscaped grass and illuminated by string lights. A wooden deck is accessible, along with seating areas, including a hammock. The brick home stands in the background, highlighting a warm nighttime ambiance.

Home in London

4.89 out of 5 average rating, 84 reviews

Walk-Out:Patio:Pool:Private:Open-Concept:BBQ

Welcome to our walk-out basement unit nestled in a large and beautiful home in North London! With a private entrance and convenient self-check-in, you'll have easy access to your own serene retreat. The space itself boasts a bright and open layout, providing plenty of room to relax and unwind. Step outside to the covered patio, in ground pool, complete with a dining area and a comfortable hammock, perfect for enjoying meals al fresco or simply lounging in the fresh air.

Guest favorite

A well-maintained pool area features a clean swimming pool surrounded by lounge chairs, inviting relaxation. Two cozy armchairs are positioned nearby, while a shaded structure stands to the left. Lush greenery and a wooden fence provide a natural backdrop, enhancing the tranquil setting.

Guesthouse in Ilderton

4.93 out of 5 average rating, 102 reviews

Poolside Guesthouse

Welcome to our cozy poolside guesthouse where luxury meets nature! Whether you want to sit around a fire at night in the shared backyard or watch a movie in the air conditioned private guesthouse! Enjoy a margarita by the heated pool or a nap on the hammock. Cook your own dinner on the private grill or order in! Relax in the hot tub or catch the game… from the hot tub! You can even watch an outdoor movie under a blanket in front of the outdoor gas fireplace!

Superhost

Barn in St. Thomas

4.82 out of 5 average rating, 22 reviews

The Barn Retreat-Private Pool and Sauna

Welcome to, The Barn Retreat, it' a barn in the suburbs a modern- rustic escape perfectly nestled between vibrant St. Thomas and the sandy shores of Port Stanley Beach. Just minutes from downtown St.thomas and about 15 min downtown Port Stanley, this stylish retreat blends rustic charm with city convenience. Whether you're relaxing in a beautiful cedar sauna or exploring local gems, your stay promises comfort, adventure, and unforgettable memories.

Guest favorite

The exterior of a charming Cape Cod style cottage is shown, featuring blue accents and white trim. A welcoming front porch adorned with wooden railings and steps leads to the entrance. Lush greenery and decorative rocks enhance the landscaped yard, creating an inviting atmosphere.

Cottage in Port Stanley

4.82 out of 5 average rating, 116 reviews

Little Beach Retreat, Port Stanley

Welcome to Little Beach Retreat 4 seasons cottage located in beautiful downtown Port Stanley. Prime location - 3 min walk to Coffee Shops, Amazing Dining & Shopping. 10 min walk to Little Beach. This charming Cape Cod style home is filled w/natural light, looking out onto the private backyard w/firepit, pool and gas BBQ. A perfect family cottage to enjoy and make new memories.

Guest favorite

An inviting outdoor seating area features a light-colored sectional sofa with soft cushions and a glass-topped table. The space is accented by potted plants and large windows, allowing natural light to brighten the porch.

Cottage in Port Stanley

5 out of 5 average rating, 50 reviews

Beach House w/Arcade Gym, Pool, Park & Pickleball!

Welcome to the Beach house at Kokomo Beach Club. Only minutes to walk to one of Ontario's most beautiful beaches, stroll along the picturesque streets and stop for lunch or a drink at one of the local restaurants, or pop in one of the many boutiques or parlors in the area. The CLUB HOUSE IS NOW OPEN with POOL & GYM Access